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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925409Generated: October 29, 2026

Methyl iodide → ethyl 3-acetyl-1-methyl-1H-pyrazole-5-carboxylate

https://huagongshe.com/reaction/925409

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
ReactantHCID 178468948HCID 178468948—
SolventDimethylformamideHCID 6228—
Productethyl 3-acetyl-1-methyl-1H-pyrazole-5-carboxylateHCID 7130615868.8%

Reaction Steps

To a solution of ethyl 5-acetyl-1H-pyrazole-3-carboxylate (0.050 g, 0.274 mmol) in DMF (3 mL), Cs2CO3 (0.134 g, 0.412 mmol) and methyl iodide (0.022 mL, 0.357 mmol) were added. The reaction was continued at r.t. overnight then AcOEt (20 mL) was added and the organic phase washed with water (20 mL). The aqueous fraction was extracted with AcOEt (20 mL). The organic fractions were combined, dried over Na2SO4, filtered, and concentrated in vacuo. Purification by flash chromatography on silica gel (eluant: AcOEt/hexane 2/8) provided 37 mg (68% yield) of ethyl 3-acetyl-1-methyl-1H-pyrazole-5-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284298B2
Source datasetuspto-grants-2016_03
ORD IDord-f54d4408970d43aa9d1761d1996dbe2d
Source noteuspto-grants-2016_03